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Printable version; In other projects ... it is prepared by reaction of anthranilic acid with phosgene. [1] Reactions
The reaction of an organic substrate with phosgene is called phosgenation. [9] Phosgenation of diols give carbonates (R = H, alkyl, aryl), which can be either linear or cyclic: n HO−CR 2 −X−CR 2 −OH + n COCl 2 → [−O−CR 2 −X−CR 2 −O−C(=O)−] n + 2n HCl. An example is the reaction of phosgene with bisphenol A to form ...
Such reactions proceed via intermediate such as CSClX. Under certain conditions, one can convert primary amines into isothiocyanates . CSCl 2 also serves as a dienophile to give, after reduction 5-thiacyclohexene derivatives.
The sulfonium oxidations can be categorized into two groups: The methods discovered earliest rely on activated alcohols like alkyl tosylates (Kornblum oxidation) [2] or alkyl chloroformates (from reaction of alcohols with phosgene: Barton-Kornblum) [3] that react as electrophiles when treated with DMSO, liberating an oxygenated leaving group (e.g. OTs−).
Phosgene (carbonyl dichloride, Cl–CO–Cl) is a very toxic gas that is the dichloride of carbonic acid (HO–CO–OH). Both chlorine atoms in phosgene can undergo reactions analogous to the preceding reactions of acyl halides. Phosgene is used a reactant in the production of polycarbonate polymers, among other industrial applications.
Phosgene oxime can be prepared by reduction of chloropicrin using a combination of tin metal and hydrochloric acid as the source of the active hydrogen reducing agent: Cl 3 CNO 2 + 4 [H] → Cl 2 C=N−OH + HCl + H 2 O. The observation of a transient violet color in the reaction suggests intermediate formation of trichloronitrosomethane (Cl 3 ...
Traces of a toxic, colorless gas were found at the headquarters of Sweden’s security agency where a suspected gas leak last week forced authorities to evacuate some 500 people from the facility ...
The net reaction is as follows: 2 PhOH + COCl 2 → PhOCO 2 Ph + 2 HCl. The use of phosgene can be avoided by the oxidative carbonylation of phenol with carbon monoxide: [2] 2 PhOH + CO + [O] → PhOCO 2 Ph + H 2 O. Dimethyl carbonate can also be transesterified with phenol: CH 3 OCO 2 CH 3 + 2 PhOH → PhOCO 2 Ph + 2 MeOH